methyl N-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)pentylsulfonyl-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)propanimidate

ID: ALA4097243

Chembl Id: CHEMBL4097243

PubChem CID: 137660834

Max Phase: Preclinical

Molecular Formula: C20H32N6O9S

Molecular Weight: 532.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/C(CCO[C@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O)=N\S(=O)(=O)CCCCCn1cnc2c(=O)[nH]c(N)nc21

Standard InChI:  InChI=1S/C20H32N6O9S/c1-11-14(27)15(28)16(29)19(35-11)34-8-6-12(33-2)25-36(31,32)9-5-3-4-7-26-10-22-13-17(26)23-20(21)24-18(13)30/h10-11,14-16,19,27-29H,3-9H2,1-2H3,(H3,21,23,24,30)/b25-12-/t11-,14+,15+,16-,19-/m0/s1

Standard InChI Key:  ZKBRZXFLUVHKLD-RWUXSGFZSA-N

Alternative Forms

1. Parent:

   

   ALA4097243

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 532.58

Molecular Weight (Monoisotopic): 532.1951

AlogP: -1.52

#Rotatable Bonds: 11

Polar Surface Area: 224.47

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.16

CX Basic pKa: 0.46

CX LogP: -2.29

CX LogD: -2.29

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.13

Np Likeness Score: 0.37

References

1. Manabe Y, Kasahara S, Takakura Y, Yang X, Takamatsu S, Kamada Y, Miyoshi E, Yoshidome D, Fukase K..  (2017)  Development of α1,6-fucosyltransferase inhibitors through the diversity-oriented syntheses of GDP-fucose mimics using the coupling between alkyne and sulfonyl azide.,  25  (11): [PMID:28284868] [10.1016/j.bmc.2017.02.036]

Source

Source(1):

• Scientific Literature